NPASS drugs

Drug Information

Drug ID:	NPD5116
Drug Name:	RQ-00000004
Molecular Formula:	C22H26N4O3
Canonical SMILES:	OCCN(C(=O)c1cc(N[C@@H]2CCOc3c2c(C)ccc3)c2n(c1)cc(n2)C)C
Standard InCHI:	InChI=1S/C22H26N4O3/c1-14-5-4-6-19-20(14)17(7-10-29-19)24-18-11-16(22(28)25(3)8-9-27)13-26-12-15(2)23-21(18)26/h4-6,11-13,17,24,27H,7-10H2,1-3H3/t17-/m1/s1
Standard InCHIKey:	YBHKBMJREUZHOV-QGZVFWFLSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5116

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	417
0.1-0.2	3054
0.2-0.3	9602
0.3-0.4	6134
0.4-0.5	8727
0.5-0.6	2023
0.6-0.7	897
0.7-0.8	36
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7379	NPC160666
Intermediate Similarity	0.7339	NPC115595
Intermediate Similarity	0.7328	NPC257851
Intermediate Similarity	0.7328	NPC157931
Intermediate Similarity	0.729	NPC74619
Intermediate Similarity	0.7262	NPC477549
Intermediate Similarity	0.7258	NPC187145
Intermediate Similarity	0.7254	NPC308906
Intermediate Similarity	0.725	NPC242923
Intermediate Similarity	0.7229	NPC471762
Intermediate Similarity	0.7188	NPC295452
Intermediate Similarity	0.7188	NPC171393
Intermediate Similarity	0.716	NPC75179
Intermediate Similarity	0.7154	NPC323969
Intermediate Similarity	0.7137	NPC101350
Intermediate Similarity	0.7137	NPC30540
Intermediate Similarity	0.7133	NPC179896
Intermediate Similarity	0.7125	NPC287208
Intermediate Similarity	0.7125	NPC82548
Intermediate Similarity	0.7121	NPC63109
Intermediate Similarity	0.7114	NPC168209
Intermediate Similarity	0.7098	NPC235685
Intermediate Similarity	0.7095	NPC174672
Intermediate Similarity	0.7092	NPC66777
Intermediate Similarity	0.7083	NPC53534
Intermediate Similarity	0.7083	NPC243850
Intermediate Similarity	0.7075	NPC196718
Intermediate Similarity	0.7068	NPC122436
Intermediate Similarity	0.7057	NPC258048
Intermediate Similarity	0.7047	NPC329631
Intermediate Similarity	0.7037	NPC478010
Intermediate Similarity	0.7036	NPC260434
Intermediate Similarity	0.7028	NPC175150
Intermediate Similarity	0.7028	NPC243633
Intermediate Similarity	0.7025	NPC174758
Intermediate Similarity	0.7008	NPC102593
Remote Similarity	0.6996	NPC116622
Remote Similarity	0.6951	NPC50511
Remote Similarity	0.6948	NPC472099
Remote Similarity	0.6941	NPC49547
Remote Similarity	0.6937	NPC315467
Remote Similarity	0.6932	NPC130570
Remote Similarity	0.6926	NPC152620
Remote Similarity	0.6923	NPC471192
Remote Similarity	0.6917	NPC472435
Remote Similarity	0.6912	NPC478009
Remote Similarity	0.6911	NPC471614
Remote Similarity	0.6909	NPC478012
Remote Similarity	0.6908	NPC250178
Remote Similarity	0.6903	NPC150447
Remote Similarity	0.6894	NPC472066
Remote Similarity	0.6894	NPC472067
Remote Similarity	0.6894	NPC472031
Remote Similarity	0.6894	NPC26543
Remote Similarity	0.6891	NPC239954
Remote Similarity	0.6885	NPC99891
Remote Similarity	0.6885	NPC148889
Remote Similarity	0.6875	NPC328924
Remote Similarity	0.687	NPC6865
Remote Similarity	0.687	NPC208522
Remote Similarity	0.687	NPC472434
Remote Similarity	0.687	NPC153980
Remote Similarity	0.687	NPC471603
Remote Similarity	0.6868	NPC67401
Remote Similarity	0.6865	NPC322482
Remote Similarity	0.6864	NPC198673
Remote Similarity	0.6857	NPC123839
Remote Similarity	0.6856	NPC91868
Remote Similarity	0.6856	NPC63971
Remote Similarity	0.6855	NPC274982
Remote Similarity	0.6855	NPC177996
Remote Similarity	0.6855	NPC147983
Remote Similarity	0.6853	NPC60621
Remote Similarity	0.685	NPC323244
Remote Similarity	0.6848	NPC141053
Remote Similarity	0.6842	NPC476287
Remote Similarity	0.684	NPC472436
Remote Similarity	0.684	NPC478006
Remote Similarity	0.6838	NPC471615
Remote Similarity	0.6832	NPC142385
Remote Similarity	0.6829	NPC72956
Remote Similarity	0.6822	NPC182222
Remote Similarity	0.6821	NPC196449
Remote Similarity	0.6821	NPC314222
Remote Similarity	0.682	NPC168911
Remote Similarity	0.6815	NPC477979
Remote Similarity	0.6809	NPC477633
Remote Similarity	0.6794	NPC72905
Remote Similarity	0.6791	NPC303374
Remote Similarity	0.6787	NPC77101
Remote Similarity	0.6787	NPC322064
Remote Similarity	0.6787	NPC478011
Remote Similarity	0.6786	NPC17305
Remote Similarity	0.6784	NPC74575
Remote Similarity	0.6776	NPC266249
Remote Similarity	0.6774	NPC282247
Remote Similarity	0.6768	NPC477796
Remote Similarity	0.6768	NPC477806
Remote Similarity	0.6768	NPC477805
Remote Similarity	0.6768	NPC477795
Remote Similarity	0.6767	NPC51854
Remote Similarity	0.6763	NPC176538
Remote Similarity	0.6763	NPC314176
Remote Similarity	0.6763	NPC19872
Remote Similarity	0.676	NPC12100
Remote Similarity	0.676	NPC27041
Remote Similarity	0.6758	NPC314954
Remote Similarity	0.6758	NPC246381
Remote Similarity	0.6755	NPC161801
Remote Similarity	0.6755	NPC472068
Remote Similarity	0.6754	NPC314882
Remote Similarity	0.6749	NPC476138
Remote Similarity	0.6749	NPC245816
Remote Similarity	0.6747	NPC50562
Remote Similarity	0.6745	NPC319232
Remote Similarity	0.6745	NPC24370
Remote Similarity	0.6744	NPC207686
Remote Similarity	0.6734	NPC26679
Remote Similarity	0.6734	NPC471194
Remote Similarity	0.6734	NPC471193
Remote Similarity	0.673	NPC39092
Remote Similarity	0.6729	NPC9729
Remote Similarity	0.6721	NPC470020
Remote Similarity	0.672	NPC67658
Remote Similarity	0.6719	NPC478078
Remote Similarity	0.6715	NPC314056
Remote Similarity	0.6708	NPC211813
Remote Similarity	0.6705	NPC316224
Remote Similarity	0.6695	NPC280638
Remote Similarity	0.6693	NPC220851
Remote Similarity	0.6693	NPC194740
Remote Similarity	0.6693	NPC216612
Remote Similarity	0.6692	NPC253675
Remote Similarity	0.668	NPC469554
Remote Similarity	0.668	NPC200836
Remote Similarity	0.668	NPC212213
Remote Similarity	0.668	NPC474916
Remote Similarity	0.668	NPC470018
Remote Similarity	0.6679	NPC132385
Remote Similarity	0.6679	NPC137353
Remote Similarity	0.6679	NPC56271
Remote Similarity	0.6667	NPC472098
Remote Similarity	0.6667	NPC118940
Remote Similarity	0.6667	NPC69843
Remote Similarity	0.6667	NPC295228
Remote Similarity	0.6667	NPC232727
Remote Similarity	0.6654	NPC110151
Remote Similarity	0.6654	NPC310118
Remote Similarity	0.6653	NPC5145
Remote Similarity	0.6653	NPC148183
Remote Similarity	0.6653	NPC472259
Remote Similarity	0.6653	NPC152768
Remote Similarity	0.6653	NPC62995
Remote Similarity	0.6653	NPC167860
Remote Similarity	0.6653	NPC123976
Remote Similarity	0.6643	NPC478013
Remote Similarity	0.6643	NPC477634
Remote Similarity	0.6641	NPC28945
Remote Similarity	0.6641	NPC472061
Remote Similarity	0.6641	NPC125597
Remote Similarity	0.664	NPC193267
Remote Similarity	0.664	NPC315804
Remote Similarity	0.664	NPC313804
Remote Similarity	0.664	NPC74360
Remote Similarity	0.664	NPC213530
Remote Similarity	0.664	NPC116555
Remote Similarity	0.6639	NPC267928
Remote Similarity	0.6639	NPC78767
Remote Similarity	0.6639	NPC473814
Remote Similarity	0.6627	NPC54981
Remote Similarity	0.6627	NPC305984
Remote Similarity	0.6615	NPC101543
Remote Similarity	0.6613	NPC185782
Remote Similarity	0.6612	NPC53144
Remote Similarity	0.6604	NPC270515
Remote Similarity	0.6601	NPC303658
Remote Similarity	0.66	NPC264176
Remote Similarity	0.6599	NPC193238
Remote Similarity	0.6592	NPC178858
Remote Similarity	0.659	NPC172222
Remote Similarity	0.659	NPC323752
Remote Similarity	0.6589	NPC186351
Remote Similarity	0.6588	NPC473317
Remote Similarity	0.6587	NPC470799
Remote Similarity	0.6587	NPC8022
Remote Similarity	0.6585	NPC470500
Remote Similarity	0.6585	NPC329708
Remote Similarity	0.6585	NPC165349
Remote Similarity	0.6585	NPC118832
Remote Similarity	0.6585	NPC47059
Remote Similarity	0.6585	NPC475070
Remote Similarity	0.6585	NPC264166
Remote Similarity	0.6585	NPC274291
Remote Similarity	0.6583	NPC307963
Remote Similarity	0.658	NPC165964
Remote Similarity	0.6578	NPC184225
Remote Similarity	0.6575	NPC48317
Remote Similarity	0.6574	NPC236668
Remote Similarity	0.6573	NPC476465
Remote Similarity	0.6569	NPC41982

Drug Structure

NPD5116 OpenBabel08211706322D 31 34 0 0 1 0 0 0 0 0999 V2000 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 -2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 14 1 0 0 0 0 6 19 2 0 0 0 0 7 10 1 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 8 25 1 0 0 0 0 9 27 1 0 0 0 0 10 29 1 0 0 0 0 11 16 1 0 0 0 0 11 18 2 0 0 0 0 12 15 2 0 0 0 0 12 26 1 0 0 0 0 13 16 2 0 0 0 0 13 26 1 0 0 0 0 14 20 2 0 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 17 20 1 0 0 0 0 17 24 1 6 0 0 0 18 21 1 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 29 1 0 0 0 0 21 23 2 0 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 22 28 2 0 0 0 0 24 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011181
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.20
ALogP	-0.7762
MLogP	3.11
XLogP	2.432
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	79.1
RO5 Violation	0